6-{N-[4-(benzyloxy)-3-fluorophenyl]methanesulfonamido}-2-(4-chlorophenyl)-5-cyclopropyl-N-methyl-1-benzofuran-3-carboxamide

Base Information

• Chemical Name: 6-{N-[4-(benzyloxy)-3-fluorophenyl]methanesulfonamido}-2-(4-chlorophenyl)-5-cyclopropyl-N-methyl-1-benzofuran-3-carboxamide
• CAS No.: 1423007-52-6
• Molecular Formula: C₃₃H₂₈ClFN₂O₅S
• Molecular Weight: 619.113
• Mol file: 1423007-52-6.mol

Synonyms:6-{N-[4-(benzyloxy)-3-fluorophenyl]methanesulfonamido}-2-(4-chlorophenyl)-5-cyclopropyl-N-methyl-1-benzofuran-3-carboxamide

Chemical Property of 6-{N-[4-(benzyloxy)-3-fluorophenyl]methanesulfonamido}-2-(4-chlorophenyl)-5-cyclopropyl-N-methyl-1-benzofuran-3-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-{N-[4-(benzyloxy)-3-fluorophenyl]methanesulfonamido}-2-(4-chlorophenyl)-5-cyclopropyl-N-methyl-1-benzofuran-3-carboxamide

There total 14 articles about 6-{N-[4-(benzyloxy)-3-fluorophenyl]methanesulfonamido}-2-(4-chlorophenyl)-5-cyclopropyl-N-methyl-1-benzofuran-3-carboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 14.0%

2-(4-chlorophenyl)-5-cyclopropyl-N-methyl-6-(methylsulfonamido)benzofuran-3-carboxamide (1331943-24-8) + 4-benzyloxy-3-fluorophenylboronic acid (133057-83-7) → 6-{N-[4-(benzyloxy)-3-fluorophenyl]methanesulfonamido}-2-(4-chlorophenyl)-5-cyclopropyl-N-methyl-1-benzofuran-3-carboxamide (1423007-52-6)

Guidance literature:

With copper diacetate; triethylamine; In dichloromethane; at 20 ℃; Molecular sieve;

Reference yield:

5-cyclopropyl-2-(4-chlorophenyl)-6-(methylsulfonamido)benzofuran-3-carboxylic acid (1331943-23-7) → 6-{N-[4-(benzyloxy)-3-fluorophenyl]methanesulfonamido}-2-(4-chlorophenyl)-5-cyclopropyl-N-methyl-1-benzofuran-3-carboxamide (1423007-52-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.25 h / 20 °C

1.2: 2 h

2.1: copper diacetate; triethylamine / dichloromethane / 20 °C / Molecular sieve

With copper diacetate; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; N,N-dimethyl-formamide;

Reference yield:

ethyl 2-(4-chlorophenyl)-5-cyclopropyl-6-(N-(methylsulfonylmethyl)methylsulfonamido)benzofuran-3-carboxylate (1331943-22-6) → 6-{N-[4-(benzyloxy)-3-fluorophenyl]methanesulfonamido}-2-(4-chlorophenyl)-5-cyclopropyl-N-methyl-1-benzofuran-3-carboxamide (1423007-52-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium hydroxide; water / ethanol / 1 h / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.25 h / 20 °C

2.2: 2 h

3.1: copper diacetate; triethylamine / dichloromethane / 20 °C / Molecular sieve

With water; copper diacetate; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; potassium hydroxide; In ethanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

2-(4-chlorophenyl)-5-cyclopropyl-N-methyl-6-(methylsulfonamido)benzofuran-3-carboxamide

4-benzyloxy-3-fluorophenylboronic acid

ethyl 2-(4-chlorophenyl)-5-cyclopropyl-6-(N-(methylsulfonylmethyl)methylsulfonamido)benzofuran-3-carboxylate

5-cyclopropyl-2-(4-chlorophenyl)-6-(methylsulfonamido)benzofuran-3-carboxylic acid

Downstream raw materials:

2-(4-chlorophenyl)-5-cyclopropyl-6-[N-(3-fluoro-4-hydroxyphenyl)methanesulfonamido]-N-methyl-1-benzofuran-3-carboxamide

4-{N-[2-(4-chlorophenyl)-5-cyclopropyl-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}-2-fluorophenyl trifluoromethanesulfonate

2-(4-chlorophenyl)-5-cyclopropyl-6-(N-(3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methylsulfonamido)-N-methylbenzofuran-3-carboxamide

(4-{N-[2-(4-chlorophenyl)-5-cyclopropyl-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}-2-fluorophenyl)boronic acid